A rare opportunity to own two lots totaling 10.6 acres in sought-after West Stockbridge. Accessed by a shared driveway, the parcels offer flexibility for a private compound or two thoughtfully sited homes. Mowed walking paths wind through groves of mature trees and the partially cleared landscape, creating a peaceful setting with a natural balance of privacy and usable space. The property benefits from excellent southern exposure, well-suited for passive solar design and improved energy efficiency. Preliminary plans for a single home are available to help bring your vision to life. Ideally located just minutes from Tanglewood and close to downtown Lenox and West Stockbridge.

The Ultimate Berkshire Retreat: Designer Luxury with Versatile Income Potential.Experience the pinnacle of refined living in this ''essentially brand new'' masterpiece by Wingate Ltd. Spanning 2,748 sq. ft. across three levels, this reimagined residence sits on one of the Berkshires' most scenic corridors, surrounded by rolling dairy farms and dramatic mountain vistas.Designed for Luxury & Flexibility:Upon entry, a dramatic curved staircase leads to one of three primary suites. The open-concept main floor flows seamlessly, featuring wide-plank white oak flooring, a sleek gas fireplace, and a chef's kitchen with stone counters and marble herringbone tile. The primary retreat is a sanctuary of wellness, offering radiant heated bathroom floors, a soaking tub, tray ceilings, SEE MORE

Escape to this stunning 4-bedroom, 3-bathroom Colonial where classic charm meets modern efficiency. Boasting breathtaking mountain views, this home offers expansive living spaces including oversized bedrooms and a finished walk-out basement with a full bath. The updated kitchen shines with granite countertops, while the wood-burning fireplace adds a touch of warmth to the main living area. Outside, the property is an entertainer's dream with a large deck, fenced yard, and an above ground pool. Best of all, the owned solar panels ensure this home is as smart as it is beautiful. Don't miss this mountain-view gem!

Lake Community Living! Perched to capture breathtaking lake views, this stunning six-year old home offers the perfect blend of modern design, comfort, and lifestyle. Thoughtfully curated with high-end finishes throughout, this home showcases EXCEPTIONAL craftsmanship at every turn-from radiant-heated ceramic tile floors to carefully selected top-of-the line fixtures and materials, this home is virtually maintenance FREE! East facing and filled with natural light, offering sunrises and sunsets! Enjoy a beautiful open concept living room and custom kitchen that leads to a wrap around deck with sweeping views of Pontoosuc Lake.

Discover this recently remodeled gem in the Center Pond community. Set on a corner lot, this 3-bedroom, 1-bath home combines modern updates with the charm of a peaceful lake neighborhood. The exterior offers a newer roof, windows, doors, and freshly painted siding. Inside includes an open-concept living space anchored by a stunning new kitchen with sleek cabinetry, new countertops, and stainless steel appliances. New high-efficiency heating and cooling system throughout. All bedrooms have been beautifully updated with contemporary flooring and trim, along with fresh paint throughout! With a short walk you can enjoy the perks of the Center Pond Lake community--private beach access, a shared dock, and a pavilion for gatherings. Potential second bathroom in the primary bedroom.

A Rare Find: This lovely Victorian is waiting for a new family. Currently a two family but can be converted to single A family. Lovely Woodwork and it even has a pocket door. Close to restaurants and entertainment. Call today for a showing.

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round.Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony

Welcome to 11 Sergeant, ideally located on a quiet side street around the corner from Stockbridge's historic Main Street. This property includes a well-maintained main house and a separate barn with ADU potential. The main house features an updated kitchen that opens to a bright den overlooking the backyard. The first floor also includes a powder room, dining room, and formal living room. Upstairs are 2 spacious bedrooms and 2 full bathrooms, with additional finished space on the third floor. The barn offers flexible use with one garage bay, a first floor studio space, and separate guest quarters on the 2nd floor with a large living room/kitchenette and ensuite bedroom.

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living & entertaining. Step out to the inviting covered porch-an ideal spot to savor morning coffee & evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington & Berkshire attractions.

This one-of-a-kind converted historic church offers a rare blend of architectural character and modern comfort. This 3-bed, 3-bath home features soaring cathedral ceilings, original stained-glass window accents, and striking fieldstone fireplaces on all three levels. The open, flexible layout is ideal for entertaining and everyday living, featuring central AC, a screened porch, and a sun-filled solarium with hot tub that flows to a fully fenced yard. Each level includes a private bedroom and full bath for exceptional privacy. Enjoy seasonal water views, a heated in-ground pool, and spacious yard for relaxation and gatherings. Set near the Berkshire line with easy access to Otis Reservoir, Jacob's Pillow and Tanglewood. Leased solar to transfer to buyer.

Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and entertaining. Each bedroom includes its own private bath, ensuring comfort and privacy for family and guests alike.A grand living room with soaring ceilings and a double wood-burning fireplace flows seamlessly into a cozy den, separate office, and formal dining room. The gourmet eat-in kitchen is beautifully appointed and enhanced by custom woodwork and artistic tile details throughout.

Great Opportunity for business/building ownership. Turnkey Bar, Restaurant, & Venue in the Heart of Adams, MA in the Beautiful Berkshires. Iconic Adams Ale House- Massive Bar and Event Space for Sale. Adams Landmark Ale House- a Favorite for Locals and Tourists. Rare mixed use commercial gem-Bar, Kitchen, Auditorium/ballroom. Ready to Reopen.Near MassMoca, Mass College of Liberal Arts, Williams College, Clark Art Museum, Jiminy Peak Ski Area, Historic Mt. Greylock Site. Professional Theaters in Adams, Williamstown and Pittsfield.

Pristine Colonial located in desirable Southeast Pittsfield, featuring a newly renovated kitchen and updated half bath. This well-maintained home offers a wonderful, easy flow with three generously sized bedrooms. Enjoy the comfort of a cozy office just off the living room, along with a beautiful wood-burning fireplace. Truly move-in ready--just unpack and enjoy!

Thoughtfully designed with comfort and functionality in mind, this home offers generous living space and a layout that flows naturally from room to room. Large windows capture pretty views and fill the home with natural light. Outside, the manageable yard provides a great space to relax or entertain without extensive upkeep. A wonderful combination of space, convenience, and setting.

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The Mount, Ventfort Hall, great restaurants & shopping with seasonal fun such as Bousquet, summer concerts and more!